Greek Islands Vacation Packages

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Your Greek Islands Vacation

With everything planned before you take off, our vacation packages to Greek Islands let you focus on having fun. Famous for its underwater activities, fishing and coastal beaches, the only thing you'll need to do is relax and enjoy every unforgettable moment. Your trip to Greek Islands wouldn't be complete without spending some time in its leading cities, starting with Oia. Two of the most popular attractions here include Kamari Beach and Santorini Caldera. Chania should also be on the itineraries of all Greek Islands travellers. Visitors to this exciting city enjoy Agia Marina Beach and Nea Chora Beach. Expedia has hotels, flights and all your other travel needs to help you curate your own customized Greek Islands vacation today.

Top Greek Islands Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sea View Hotel
The Pinnacle Athens
Amaronda Resort & Spa
91 Athens Riviera, The Resort
Lotus Inn

Where to stay in Greek Islands

Find the best Greek Islands areas and neighborhoods for the activities you enjoy most. Learn more about Greek Islands

Things to do near Greek Islands

The Greek Islands offer a perfect blend of beach relaxation, outdoor adventures, and rich cultural experiences. Visitors can enjoy activities like golf and water parks, while also exploring various tour packages, including Greece and island hopping tours. Whether you're seeking a sun-soaked beach vacation or a thrilling adventure, the Greek Islands are an ideal destination for Canadian tourists looking to unwind and explore.

Shopping

In the Greek Islands, explore the vibrant Agora Market in Mykonos for unique souvenirs and local delicacies. Visit the Fira Shopping Centre in Santorini for trendy boutiques and artisan crafts. Don't miss the charming streets of Naxos, filled with quaint shops offering handmade gifts and traditional products.

Recreation

Experience a unique movie night at Open Air Cinema Kamari, enjoying films under the stars in a family-friendly atmosphere. For a cultural touch, visit Odysseas Elytis Theatre, where you can immerse yourself in local performances that celebrate Greek heritage and romance, perfect for an unforgettable evening.

Adventure

The Fira to Oia Walk is an exhilarating hiking trail spanning 9.7km through stunning coastal scenery. As you trek between these two charming villages, you'll encounter breathtaking views of the caldera, vibrant landscapes, and the opportunity to immerse yourself in the vibrant outdoor vibes of the Greek Islands.

Nightlife

The Greek Islands offer vibrant nightlife, with beach bars like Tropicana on Mykonos serving cocktails under the stars. For a lively dance scene, check out Club Vogue in Mykonos Town. Enjoy traditional Greek music at a taverna in Santorini, creating unforgettable memories under the Mediterranean sky.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Greek Islands

The Greek Islands offer a perfect blend of beach relaxation, outdoor adventures, and rich cultural experiences, making it an ideal vacation spot. With numerous attractions such as beautiful beaches, intriguing museums, and archaeological sites, there's something for every type of traveller. Whether you're exploring the scenic landscapes or delving into the fascinating history, your Greek Islands getaway promises to be memorable and enriching.

  • Perissa Beach: Experience the vibrant beach vibes at Perissa Beach, located 3.2km from the Greek Islands. Its stunning black sand and crystal-clear waters make it perfect for sunbathing, swimming, and enjoying local beachside cafes.
  • Ancient Thira: Just 1.6km away, Ancient Thira offers a glimpse into Greece’s rich history. This archaeological site features remarkable ruins perched on a cliff, where you can explore ancient temples and enjoy panoramic views over the Aegean Sea.
  • Vlychada Beach: Located 6.4km from the Greek Islands, Vlychada Beach is renowned for its romantic atmosphere and friendly locals. The unique lunar-like landscape and secluded spots make it an ideal place for relaxation and connection.

Best time to go to Greek Islands

The best time to visit Greek Islands is dependant on what kind of holiday you are seeking. July and August are its hottest month on average. At the time of August, visitor numbers are high and weather is sunny. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January52.9°F (11.6°C)Light RainMostly SunnyLowSlightly Low
February53.8°F (12.1°C)Light RainMostly SunnyLowSlightly Low
March55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
April62.2°F (16.8°C)No RainSunnyAverageAverage
May67.1°F (19.5°C)No RainSunnyAverageAverage
June73.9°F (23.3°C)No RainSunnyAverageAverage
July78.8°F (26.0°C)No RainSunnyHighSlightly High
August78.8°F (26.0°C)No RainSunnyHighSlightly High
September74.3°F (23.5°C)No RainSunnyHighSlightly High
October68.0°F (20.0°C)Light RainMostly SunnyAverageAverage
November62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
December56.1°F (13.4°C)Light RainMostly SunnyLowSlightly Low

Tips to save on your trip to Greek Islands

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Greek Islands.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Ready to book your vacation to Greek Islands?

 

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Greek Islands Hotel Deals

Sheraton Rhodes Resort

Sheraton Rhodes Resort

5 out of 5
Ialyssos Avenue, Ixia, Rhodes, Rhodes Island
Fully refundableReserve now, pay when you stay
The price is CA $283 per night from Sep 3 to Sep 4
CA $283
CA $347 total
Sep 3 - Sep 4
includes taxes & fees
8.8/10 Excellent! (692 reviews)
"Just a smooth easy stay for us. No issues at all. Staff were smiley, friendly and superb and in particular the Exec Chef Nikolas was super reassuring with my son's nut allergy."

Reviewed on Jul. 24, 2025

Sheraton Rhodes Resort
Elissa Lifestyle Beach Resort – Adults Only

Elissa Lifestyle Beach Resort – Adults Only

5 out of 5
Kallithea, Rhodes
The price is CA $555 per night from Aug 27 to Aug 28
CA $555
CA $655 total
Aug 27 - Aug 28
includes taxes & fees
8.8/10 Excellent! (218 reviews)
"Food amazing. Very clean elegant hotel"

Reviewed on Aug. 2, 2025

Elissa Lifestyle Beach Resort – Adults Only
Angsana Corfu Resort & Spa

Angsana Corfu Resort & Spa

5 out of 5
11th km National Road Corfu to Benitses, Akra Punta, Corfu, Corfu Island
Fully refundableReserve now, pay when you stay
The price is CA $649 per night from Sep 3 to Sep 4
CA $649
CA $761 total
Sep 3 - Sep 4
includes taxes & fees
9.2/10 Wonderful! (252 reviews)
"Simply incredible, the manager was absolutely the best and so was the staff. Very satisfied!"

Reviewed on Jul. 16, 2025

Angsana Corfu Resort & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Discover the most popular places to visit in Greek Islands

What to do in Greek Islands

Frequently asked questions

How much does a Greek Islands vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Greek Islands from just CA $1,451. And the more you bundle, the more you save. Your dream vacation has never been more affordable.
How do I get a cheap travel package to Greek Islands?
If you love bargains, combine your bookings into a Greek Islands vacation package. Whether you need flights, hotels, rental cars or activities, you can book them all in one place. You'll have endless choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 hotels throughout the world to select from. Fly with who you prefer, book a room where you like and save precious dollars — now that's the ideal vacation!
Where should I stay in Greek Islands?
To explore popular sights like Museum of Prehistoric Thira and Archaeological Museum of Thera, Fira is where you need to be. Plenty of travelers also adore Mykonos Town, home to Windmills of Mykonos and Church of Panagia Paraportiani. If time is on your side, why not check out both cities?
What are the top hotels in Greek Islands?
When it comes to hotels in Chania, Samaria Hotel and Kydon, The Heart City Hotel are two fantastic options. If you're visiting Rethymno, Aquila Porto Rethymno and Veneto Boutique Hotel will make you feel at home.
How far in advance should I book my Greek Islands vacation?
Savvy travelers book early. Air carriers typically release flight tickets up to 12 months ahead of departure, and this is when you can pick up some of the lowest prices. Boss just told you to take your vacation time next month? No need to worry. Expedia are never short on fantastic bargains to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Greek Islands travel package include?
Rental cars, hotels and flights, or any combination of them — the choice is all yours! Whether you're exploring Greek Islands with the entire family or traveling by yourself, there's a package to match every style and budget. Once you've made your booking, why not add on one or two activities?
What should I know before booking a Greek Islands travel package?
When you book your hotels, flights and car rentals together, you'll pick up terrific discounts. Whether you're planning a rural escape in a cottage or prefer to stay in a luxurious city hotel, Expedia will help make it happen.
If I'm not able to travel, can I cancel my Greek Islands vacation package?
Yes, you can. We understand that life doesn't always go to plan, so we're here to help if you need to make changes to your Greek Islands vacation package. You may be able to cancel or amend your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.